3058-82-0

Basic information

• Product Name: 4-chlorophenyl ethenesulfonate
• Synonyms: Ethenesulfonic acid, p-chlorophenyl ester
• CAS NO: 3058-82-0
• Molecular Formula: C₈H₇ClO₃S
• Molecular Weight: 218.6574
• Mol File: 3058-82-0.mol

Chemical Properties

• Boiling Point: 233.7°C at 760 mmHg
• Flash Point: 95.1°C
• Density: 1.383g/cm³
• Vapor Pressure: 0.0841mmHg at 25°C
• Refractive Index: 1.56
• CAS DataBase Reference: 4-chlorophenyl ethenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chlorophenyl ethenesulfonate(3058-82-0)
• EPA Substance Registry System: 4-chlorophenyl ethenesulfonate(3058-82-0)

Safety Data

• Hazardous Substances Data: 3058-82-0(Hazardous Substances Data)

Upstream product

• 108-95-2 phenol 
• 1622-32-8 2-Chloroethanesulfonyl chloride 
• 106-48-9 4-chloro-phenol 
• 1562-34-1 phenyl vinylsulfonate 

Downstream Products

• 33832-01-8 4-Chlor-cyclohex-3-en-1-sulfonsaeure-(4-chlorphenylester) 
• 33831-94-6 4-(4-Chlorphenoxysulfonyl)-1-methyl-cyclohex-1-en 
• 33831-90-2 4-(4-Chlorphenoxysulfonyl)-cyclohex-1-en 

Relevant articles and documents

Selective estrogen receptor modulator compounds containing phenylselenyl and application of compounds in anti-breast cancer drugs

The present invention discloses selective estrogen receptor modulator compounds containing phenylselenyl and an application of the compounds in anti-breast cancer drugs. According to the compounds provided by the present invention, 3-(4-hydroxyphenyl)-4-(

Novel Hybrid Conjugates with Dual Suppression of Estrogenic and Inflammatory Activities Display Significantly Improved Potency against Breast Cancer

In this work, we developed a small library of novel OBHS-RES hybrid compounds with dual inhibition activities targeting both the estrogen receptor α (ERα) and NF-?B by incorporating resveratrol (RES), a known inhibitor of NF-?B, into a privileged indirect antagonism structural motif (OBHS, oxabicycloheptene sulfonate) of estrogen receptor (ER). The OBHS-RES conjugates could bind well to ER and showed remarkable ERα antagonistic activity, and they also exhibited excellent NO inhibition in macrophage RAW 264.7 cells. Compared with 4-hydroxytamoxifen, some of them showed better antiproliferative efficacy in MCF-7 cell lines with IC50 up to 3.7 μM. In vivo experiments in a MCF-7 breast cancer model in Balb/c nude mice indicated that compound 26a was more potent than tamoxifen. Exploration of the compliancy of the structure against ER specificity utilizing these types of isomeric three-dimensional ligands indicated that one enantiomer had much better biological activity than the other.

Novel Bioactive Hybrid Compound Dual Targeting Estrogen Receptor and Histone Deacetylase for the Treatment of Breast Cancer

A strategy to develop chemotherapeutic agents by combining several active groups into a single molecule as a conjugate that can modulate multiple cellular pathways may produce compounds having higher efficacy compared to that of single-target drugs. In th

Development of Selective Estrogen Receptor Modulator (SERM)-Like Activity Through an Indirect Mechanism of Estrogen Receptor Antagonism: Defining the Binding Mode of 7-Oxabicyclo[2.2.1]hept-5-ene Scaffold Core Ligands

Previously, we discovered estrogen receptor (ER) ligands with a novel three-dimensional oxabicyclo[2.2.1]heptene core scaffold and good ER binding affinity act as partial agonists via small alkyl ester substitutions on the bicyclic core that indirectly mo

Identification and structure-activity relationships of a novel series of estrogen receptor ligands based on 7-thiabicyclo[2.2.1]hept-2-ene-7-oxide

To develop estrogen receptor (ER) ligands having novel structures and activities, we have explored compounds in which the central hydrophobic core has a more three-dimensional topology than typically found in estrogen ligands and thus exploits the unfilled space in the ligand-binding pocket. Here, we build upon our previous investigations of 7-oxabicyclo[2.2.1]heptene core ligands, by replacing the oxygen bridge with a sulfoxide. These new 7-thiabicyclo[2.2.1] hept-2-ene-7-oxides were conveniently prepared by a Diels-Alder reaction of 3,4-diarylthiophenes with dienophiles in the presence of an oxidant and give cycloadducts with endo stereochemistry. Several new compounds demonstrated high binding affinities with excellent ERα selectivity, but unlike oxabicyclic compounds, which are transcriptional antagonists, most thiabicyclic compounds are potent, ERα-selective agonists. Modeling suggests that the gain in activity of the thiabicyclic compounds arises from their endo stereochemistry that stabilizes an active ER conformation. Further, the disposition of methyl substituents in the phenyl groups attached to the bicyclic core unit contributes to their binding affinity and subtype selectivity.